Several ponies are guided down a path, beside a white tent, by men on horses.

Captain Hunter Leonard, a fourth-generation Saltwater Cowboy, said the role is no easy task.

Captain Hunter Leonard, a fourth-generation Saltwater Cowboy, said the role is no easy task.

"There is so much preparation during the week that goes on," Leonard said. The role involves long hours on the boat and caring for sick or injured ponies, something the cowboys have been committed to doing for generations.

Leonard describes the swim preparation as "a funny vacation that is mostly work and little relaxation," but that it "is an extreme privilege to be a cowboy." Though the work can be challenging, the appreciation from the public stands out as a major reward.

He goes on to emphasize the care and attention that goes into the ponies, "There are no other wild horses in the world that are treated as well as ours are."

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Year-round care for the ponies is supported by the fire company, which organizes the Pony Swim each year and benefits the local economy.

The dedication of the cowboys supports the fire department’s mission and the broader community. "The original cause is everything: for the betterment of the volunteer fire department," Leonard said.

He went on to describe the Pony Swim, carnival, auction, and other events during the week as "well-managed, organized chaos, loved by the community that will continue indefinitely," and acknowledged the unique challenges of being a Saltwater Cowboy.

"Everyone thinks they can be a Saltwater Cowboy until they come out and ride with us," he said. "They realize very quickly you have to be skilled."

For viewers on the majority of the Delmarva peninsula, the event can be watched for free on cable and over-the-air television. Outside of our coverage area, the 101st annual Chincoteague Pony Swim will be streamed live on DSN+. 

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Torie joined CoastTV's team in September of 2021. She started at CoastTV as a Photographer/Editor, then went on to report in Milford, Milton and Lewes primarily. Now, she is the Managing Content Editor, helping find stories, assist reporters, write for the website and manage digital entities.

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